New Potent Blood Sugar Lowering Compound

Gupta, C. M.; Husain, S.; Bhaduri, A. P.; Khanna, N. M.; Mukherjee, S. K.

doi:10.1038/223524a0

Cited by 16 publications

(3 citation statements)

References 0 publications

Supporting

Mentioning

Contrasting

Order By: Relevance

“…A variety of pharmacological activities are exhibited by quinazolinone derivatives [4][5][6], for example, 2-methyl-3-(o-tolyl)quinazolin-4(3H)-one (methaqualone) (R = CH 3 ) and 2-methyl-3-(o-chlorophenyl)quinazolin-4(3H)-one (meclaqualone) (R = Cl), have been used as hypnotic, sedative and anticonvulsive drugs [7,8].…”

Section: Introductionmentioning

confidence: 99%

Crystal Structure of 2-[2-hydroxy-3-methoxyphenyl]-3-[2-hydroxy-3-methoxybenzylamino]-1,2-dihydroquinazolin-4(3H)-one and the Synthesis, Spectral and Thermal Investigation of its Transition Metal Complexes

Gudasi

Patil

Vadavi

et al. 2006

Transition Met Chem

View full text Add to dashboard Cite

A new 1,2-dihydroquinazolin-4(3H)-one ligand, 2-[2-hydroxy-3-methoxyphenyl]-3-[2-hydroxy-3-methoxybenzylamino]-1,2-dihydroquinazolin-4(3H)-one (Hmpbaq), formed by the condensation of 2-aminobenzoylhydrazide with 2-hydroxy-3-methoxybenzaldehyde and its copper(II), nickel(II), cobalt(II), manganese(II), zinc(II) and cadmium(II) complexes, have been synthesized. Their structures have been elucidated on the basis of elemental analyses, conductance measurements, magnetic moments, spectral (i.r., 1 H-n.m.r., u.v.-vis., e.p.r. and FAB-mass) and thermal studies. The formation of 1,2-dihydroquinazolin-4(3H)-one rather than hydrazone in the reaction of 2-aminobenzoylhydrazide with 2-hydroxy-3-methoxybenzaldehyde is confirmed by the 1 H-n.m.r. spectra and single crystal X-ray diffraction studies. The tridentate behavior of the ligand was proposed on the basis of spectral studies. X-band e.p.r. spectra of the copper(II) and manganese(II) complexes in the polycrystalline state at room temperature and liquid nitrogen temperature were recorded and their salient features are reported. Thermal stabilities of the manganese(II) and zinc(II) complexes have been studied.

show abstract

Section: Introductionmentioning

confidence: 99%

Crystal Structure of 2-[2-hydroxy-3-methoxyphenyl]-3-[2-hydroxy-3-methoxybenzylamino]-1,2-dihydroquinazolin-4(3H)-one and the Synthesis, Spectral and Thermal Investigation of its Transition Metal Complexes

Gudasi

Patil

Vadavi

et al. 2006

Transition Met Chem

View full text Add to dashboard Cite

show abstract

“…[3][4][5] Similarly the sedative hypnotic (neurotoxic) properties of another pharmacophore, the 4-[3H]-quinazolinones are well documented. [6][7][8][9][10][11][12][13][14][15][16][17][18] The prototype in this class of compound is methaqualone (2-methyl-3-ortho-tolyl-4-[3H]-quinazolinone) (Scheme 1). 19 In spite of the fact that according to the literature thousands of quinazolinones and 2-aminobenzothiazole related compounds have been synthesized and tested for a possible central nervous system depressant and anticonvulsant activity, no attempt has been made to incorporate the benzothiazole moiety and the quinazoline nucleus in a single molecular framework.…”

Section: Introductionmentioning

confidence: 99%

Rapid Microwave-Assisted Solution Phase Synthesis of 6,8-Disubstituted 2-Phenyl-3-(substituted- benzothiazol-2-yl)-4-[3H]-quinazolinones as Novel Anticonvulsants

Laddha¹,

Bhatnagar

2008

Phosphorus, Sulfur, and Silicon and the Related Elements

View full text Add to dashboard Cite

A fast and highly efficient microwave accelerated solution phase procedure for the synthesis of a series of 2-phenyl-3-(benzothiazol-2-yl)-4[3H]-quinazolinones, substituted in the benzothiazole ring, is developed. The title compounds were characterized by elemental analyses, IR, 1 H NMR, and EI-MS data. The anticonvulsant activity of all the new compounds (3a-m and 4a-m) was evaluated against Maximum Electroshock (MES) induced seizures and against subcutaneous pentylenetetrazole (PTZ) induced seizures model in mice.The neurotoxicity was assessed using the Rotorod procedure. All the compounds tested were administered intraperitoneally at a various dose levels ranging from 7-200 mg/Kg body weight and the median toxic dose (TD 50 ) and the protection index (PI) values were determined. In general compounds 3a-m were found to be more potent compared to compounds 4a-m. Among the compound tested, the compound 3e in the 2-phenyl-3-(benzothiazole-2-yl)-4[3H]-quinazolinone series and 4l in the 6,8-dibromo-2-phenyl-3-(benzothiazole-2-yl)-4[3H]-quinazolinone series were found to be the most potent.

show abstract

“…In the same manner one compound of the quinazolone series viz; 2-piperazino-4-quinazolone had hypoglycemic activity in some animal models but not others. No explanation was offered regarding the mechanism of action [2,3]. Currently, it is believed that this compound stimulates insulin release from the pancreas [4].…”

Section: Introductionmentioning

confidence: 99%

Drug design based on the principle of conjunction: synthesis, characterization and antihyperglycemic activity study of 3- [2- (3- aroyl- 2, 4- diphenyl- 3 , 4- dihydro- 2h [1, 3] oxazino [5, 6-h] quinolin- 6- yl) ethyl] 2- phenyl- quinazolin- 4(3h)- ones

Singh¹,

Bishnoi²,

Awasthi³

et al. 2009

Int J of Drug Disc

View full text Add to dashboard Cite

Reaction of anthranilic acid with an excess equivalent of benzoyl chloride in dry pyridine afforded 2-phenyl-4H-benzo [d] [1, 3] oxazin-4-one (I) which on reaction with β-aminoethanol (cholamine) in pyridine solvent yielded 3-(2-hydroxyethyl) -2-phenylquinazolin-4(3H)-one (II). When (II) was reacted with 8-hydroxyquinoline (oxine) in conc. H2SO4, 3-[2-(8-hydroxy-quinolin-5-yl) ethyl] 2-phenylquinazolin -4(3H)-one (III) was obtained which on reaction with primary aromatic amines and excess of aromatic aldehydes furnished 3- [2-(3-benzoyl-2, 4-diphenyl-3, 4-dihydro-2H-[1, 3] oxazino [5, 6-h] quinazolin-6yl) ethyl-2-phenyl-quinazolin -H(3H)-ones (IV). The target compounds (IV) and the intermediates (III) were evaluated for their antihyperglycemic activity in sucrose loaded rat models.

show abstract

New Potent Blood Sugar Lowering Compound

Cited by 16 publications

References 0 publications

Crystal Structure of 2-[2-hydroxy-3-methoxyphenyl]-3-[2-hydroxy-3-methoxybenzylamino]-1,2-dihydroquinazolin-4(3H)-one and the Synthesis, Spectral and Thermal Investigation of its Transition Metal Complexes

Crystal Structure of 2-[2-hydroxy-3-methoxyphenyl]-3-[2-hydroxy-3-methoxybenzylamino]-1,2-dihydroquinazolin-4(3H)-one and the Synthesis, Spectral and Thermal Investigation of its Transition Metal Complexes

Rapid Microwave-Assisted Solution Phase Synthesis of 6,8-Disubstituted 2-Phenyl-3-(substituted- benzothiazol-2-yl)-4-[3H]-quinazolinones as Novel Anticonvulsants

Drug design based on the principle of conjunction: synthesis, characterization and antihyperglycemic activity study of 3- [2- (3- aroyl- 2, 4- diphenyl- 3 , 4- dihydro- 2h [1, 3] oxazino [5, 6-h] quinolin- 6- yl) ethyl] 2- phenyl- quinazolin- 4(3h)- ones

Contact Info

Product

Resources

About